Sodium Carbonate → N-(7-(6-chloro-4-methylpyridin-3-yl)isoquinolin-3-yl)cyclopropanecarboxamide

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide (300 mg, 1.0 mmol), 6-chloro-4-methylpyridin-3-ylboronic acid (350 mg, 2.1 mmol), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (56 mg, 0.08 mmol), and saturated aqueous sodium carbonate (0.5 mL) in acetonitrile (5 mL) was heated under microwave irradiation (Biotage, 200 watts) at 120° C. for 20 minutes. The cooled reaction mixture was diluted with ethyl acetate (50 mL) and washed with water (50 mL). The organic layer was separated, dried over sodium sulfate, filtered, and evaporated in vacuo to afford a residue that was purified by flash chromatography (silica, 12 g, ISCO, 0-75% ethyl acetate in heptane) to afford the title compound as an off-white solid (285 mg, 80%), which was used in the next step without further purification.

Provenance & Evidence